WO2022122830A3 - Saponines - Google Patents

Saponines Download PDF

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Publication number
WO2022122830A3
WO2022122830A3 PCT/EP2021/084813 EP2021084813W WO2022122830A3 WO 2022122830 A3 WO2022122830 A3 WO 2022122830A3 EP 2021084813 W EP2021084813 W EP 2021084813W WO 2022122830 A3 WO2022122830 A3 WO 2022122830A3
Authority
WO
WIPO (PCT)
Prior art keywords
saponins
modification
extracts
quillaja
products
Prior art date
Application number
PCT/EP2021/084813
Other languages
English (en)
Other versions
WO2022122830A2 (fr
Inventor
Murray Brown
Edward Chapman
Andrew COLLIS
Douglas FUERST
Joseph HOSFORD
Christopher MACDERMAID
James Morrison
Original Assignee
Glaxosmithkline Biologicals Sa
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Glaxosmithkline Biologicals Sa filed Critical Glaxosmithkline Biologicals Sa
Priority to CN202180082972.8A priority Critical patent/CN116568819A/zh
Priority to EP21836086.5A priority patent/EP4259814A2/fr
Priority to JP2023534927A priority patent/JP2023553904A/ja
Priority to CA3203278A priority patent/CA3203278A1/fr
Priority to US18/039,514 priority patent/US20240026407A1/en
Priority to MX2023006769A priority patent/MX2023006769A/es
Publication of WO2022122830A2 publication Critical patent/WO2022122830A2/fr
Publication of WO2022122830A3 publication Critical patent/WO2022122830A3/fr

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P33/00—Preparation of steroids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K39/39—Medicinal preparations containing antigens or antibodies characterised by the immunostimulating additives, e.g. chemical adjuvants
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/14—Hydrolases (3)
    • C12N9/24—Hydrolases (3) acting on glycosyl compounds (3.2)
    • C12N9/2402—Hydrolases (3) acting on glycosyl compounds (3.2) hydrolysing O- and S- glycosyl compounds (3.2.1)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/14—Hydrolases (3)
    • C12N9/24—Hydrolases (3) acting on glycosyl compounds (3.2)
    • C12N9/2402—Hydrolases (3) acting on glycosyl compounds (3.2) hydrolysing O- and S- glycosyl compounds (3.2.1)
    • C12N9/2405—Glucanases
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12N—MICROORGANISMS OR ENZYMES; COMPOSITIONS THEREOF; PROPAGATING, PRESERVING, OR MAINTAINING MICROORGANISMS; MUTATION OR GENETIC ENGINEERING; CULTURE MEDIA
    • C12N9/00—Enzymes; Proenzymes; Compositions thereof; Processes for preparing, activating, inhibiting, separating or purifying enzymes
    • C12N9/14—Hydrolases (3)
    • C12N9/24—Hydrolases (3) acting on glycosyl compounds (3.2)
    • C12N9/2402—Hydrolases (3) acting on glycosyl compounds (3.2) hydrolysing O- and S- glycosyl compounds (3.2.1)
    • C12N9/2405—Glucanases
    • C12N9/2434—Glucanases acting on beta-1,4-glucosidic bonds
    • C12N9/2445—Beta-glucosidase (3.2.1.21)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/14—Preparation of compounds containing saccharide radicals produced by the action of a carbohydrase (EC 3.2.x), e.g. by alpha-amylase, e.g. by cellulase, hemicellulase
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12P—FERMENTATION OR ENZYME-USING PROCESSES TO SYNTHESISE A DESIRED CHEMICAL COMPOUND OR COMPOSITION OR TO SEPARATE OPTICAL ISOMERS FROM A RACEMIC MIXTURE
    • C12P19/00—Preparation of compounds containing saccharide radicals
    • C12P19/44—Preparation of O-glycosides, e.g. glucosides
    • C12P19/56—Preparation of O-glycosides, e.g. glucosides having an oxygen atom of the saccharide radical directly bound to a condensed ring system having three or more carbocyclic rings, e.g. daunomycin, adriamycin
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y302/00—Hydrolases acting on glycosyl compounds, i.e. glycosylases (3.2)
    • C12Y302/01—Glycosidases, i.e. enzymes hydrolysing O- and S-glycosyl compounds (3.2.1)
    • C12Y302/01021—Beta-glucosidase (3.2.1.21)
    • C—CHEMISTRY; METALLURGY
    • C12—BIOCHEMISTRY; BEER; SPIRITS; WINE; VINEGAR; MICROBIOLOGY; ENZYMOLOGY; MUTATION OR GENETIC ENGINEERING
    • C12Y—ENZYMES
    • C12Y302/00—Hydrolases acting on glycosyl compounds, i.e. glycosylases (3.2)
    • C12Y302/01—Glycosidases, i.e. enzymes hydrolysing O- and S-glycosyl compounds (3.2.1)
    • C12Y302/0104—Alpha-L-rhamnosidase (3.2.1.40)
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K39/00—Medicinal preparations containing antigens or antibodies
    • A61K2039/555—Medicinal preparations containing antigens or antibodies characterised by a specific combination antigen/adjuvant
    • A61K2039/55511—Organic adjuvants
    • A61K2039/55577—Saponins; Quil A; QS21; ISCOMS
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
    • Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
    • Y02A50/30—Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change

Landscapes

  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Wood Science & Technology (AREA)
  • Zoology (AREA)
  • Bioinformatics & Cheminformatics (AREA)
  • Genetics & Genomics (AREA)
  • General Health & Medical Sciences (AREA)
  • General Engineering & Computer Science (AREA)
  • Biochemistry (AREA)
  • Microbiology (AREA)
  • Biotechnology (AREA)
  • Medicinal Chemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Molecular Biology (AREA)
  • Biomedical Technology (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Epidemiology (AREA)
  • Animal Behavior & Ethology (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Immunology (AREA)
  • Mycology (AREA)
  • Preparation Of Compounds By Using Micro-Organisms (AREA)
  • Enzymes And Modification Thereof (AREA)
  • Medicines Containing Antibodies Or Antigens For Use As Internal Diagnostic Agents (AREA)
  • Steroid Compounds (AREA)
  • Apparatus Associated With Microorganisms And Enzymes (AREA)

Abstract

L'invention concerne des procédés de modification enzymatique de saponines, des produits ainsi obtenus, des utilisations desdits produits et également d'autres aspects associés. Les saponines peuvent être des extraits de l'espèce Quillaja, tels que des extraits de Quillaja saponaria Molina.
PCT/EP2021/084813 2020-12-09 2021-12-08 Saponines WO2022122830A2 (fr)

Priority Applications (6)

Application Number Priority Date Filing Date Title
CN202180082972.8A CN116568819A (zh) 2020-12-09 2021-12-08 皂苷的修饰
EP21836086.5A EP4259814A2 (fr) 2020-12-09 2021-12-08 Saponines
JP2023534927A JP2023553904A (ja) 2020-12-09 2021-12-08 サポニン
CA3203278A CA3203278A1 (fr) 2020-12-09 2021-12-08 Saponines
US18/039,514 US20240026407A1 (en) 2020-12-09 2021-12-08 Modification of saponins
MX2023006769A MX2023006769A (es) 2020-12-09 2021-12-08 Modificacion de saponinas.

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
US202063123011P 2020-12-09 2020-12-09
US63/123,011 2020-12-09
US202163213340P 2021-06-22 2021-06-22
US202163213382P 2021-06-22 2021-06-22
US202163213407P 2021-06-22 2021-06-22
US63/213,407 2021-06-22
US63/213,382 2021-06-22
US63/213,340 2021-06-22

Publications (2)

Publication Number Publication Date
WO2022122830A2 WO2022122830A2 (fr) 2022-06-16
WO2022122830A3 true WO2022122830A3 (fr) 2022-09-15

Family

ID=79230975

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2021/084813 WO2022122830A2 (fr) 2020-12-09 2021-12-08 Saponines

Country Status (7)

Country Link
US (1) US20240026407A1 (fr)
EP (1) EP4259814A2 (fr)
JP (1) JP2023553904A (fr)
CA (1) CA3203278A1 (fr)
CL (1) CL2023001630A1 (fr)
MX (1) MX2023006769A (fr)
WO (1) WO2022122830A2 (fr)

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2023215532A1 (fr) * 2022-05-05 2023-11-09 Obi Pharma, Inc. Procédés de synthèse d'une chaîne acyle de qs-21 et d'un dérivé de celle-ci

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995030009A2 (fr) * 1994-04-29 1995-11-09 Gatsby Charitable Foundation Identification, production et utilisation de saponine glycosyle hydrolases
US20040028671A1 (en) * 2000-12-29 2004-02-12 Fengxie Jin Ginsenoside glycosidases hydrolyzing ginsenoside sugar moieties and uses thereof
EP1180161B1 (fr) * 1999-06-01 2006-09-13 INDENA S.p.A. Procede de preparation de derives de glycosides steroides de ruscus aculeatus par hydrolyse enzymatique
CN105925559B (zh) * 2016-06-23 2020-09-01 宁夏乙征生物工程有限公司 一种固定化酶的制备及水解薯蓣皂素的方法
WO2020260475A1 (fr) * 2019-06-25 2020-12-30 Plant Bioscience Limited Enzymes transférases

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4866034A (en) 1982-05-26 1989-09-12 Ribi Immunochem Research Inc. Refined detoxified endotoxin
US4436727A (en) 1982-05-26 1984-03-13 Ribi Immunochem Research, Inc. Refined detoxified endotoxin product
US4877611A (en) 1986-04-15 1989-10-31 Ribi Immunochem Research Inc. Vaccine containing tumor antigens and adjuvants
US4912094B1 (en) 1988-06-29 1994-02-15 Ribi Immunochem Research Inc. Modified lipopolysaccharides and process of preparation
US20090181078A1 (en) 2006-09-26 2009-07-16 Infectious Disease Research Institute Vaccine composition containing synthetic adjuvant
CN101516396B (zh) 2006-09-26 2013-10-09 传染性疾病研究院 包含合成佐剂的疫苗组合物
SG190731A1 (en) 2010-12-14 2013-07-31 Glaxosmithkline Biolog Sa Mycobacterium antigenic composition
GB201213364D0 (en) 2012-07-27 2012-09-12 Glaxosmithkline Biolog Sa Purification process
CA3038245A1 (fr) 2016-09-26 2018-03-29 Natural Response, S.A. Production de biomasse dans des cultures a ultra haute densite

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO1995030009A2 (fr) * 1994-04-29 1995-11-09 Gatsby Charitable Foundation Identification, production et utilisation de saponine glycosyle hydrolases
EP1180161B1 (fr) * 1999-06-01 2006-09-13 INDENA S.p.A. Procede de preparation de derives de glycosides steroides de ruscus aculeatus par hydrolyse enzymatique
US20040028671A1 (en) * 2000-12-29 2004-02-12 Fengxie Jin Ginsenoside glycosidases hydrolyzing ginsenoside sugar moieties and uses thereof
CN105925559B (zh) * 2016-06-23 2020-09-01 宁夏乙征生物工程有限公司 一种固定化酶的制备及水解薯蓣皂素的方法
WO2020260475A1 (fr) * 2019-06-25 2020-12-30 Plant Bioscience Limited Enzymes transférases

Non-Patent Citations (6)

* Cited by examiner, † Cited by third party
Title
HA IN JIN ET AL: "Enzymatic transformation of platycosides and one-step separation of platycodin D by high-speed countercurrent chromatography", JOURNAL OF SEPARATION SCIENCE, vol. 33, no. 13, 7 June 2010 (2010-06-07), DE, pages 1916 - 1922, XP055909986, ISSN: 1615-9306, DOI: 10.1002/jssc.200900842 *
JEONG EUN-KYUNG ET AL: "Glycosylated platycosides: Identification by enzymatic hydrolysis and structural determination by LC-MS/MS : Liquid Chromatography", JOURNAL OF SEPARATION SCIENCE, vol. 37, no. 1-2, 1 January 2014 (2014-01-01), DE, pages 61 - 68, XP055909997, ISSN: 1615-9306, Retrieved from the Internet <URL:https://api.wiley.com/onlinelibrary/tdm/v1/articles/10.1002%2Fjssc.201300918> DOI: 10.1002/jssc.201300918 *
KANG SU-HWAN ET AL: "Biotransformation of Food-Derived Saponins, Platycosides, into Deglucosylated Saponins Including Deglucosylated Platycodin D and Their Anti-Inflammatory Activities", JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, vol. 67, no. 5, 6 February 2019 (2019-02-06), US, pages 1470 - 1477, XP055910037, ISSN: 0021-8561, DOI: 10.1021/acs.jafc.8b06399 *
LECAS LUCILE ET AL: "Off-line two-dimensional liquid chromatography separation for the quality control of saponins samples from Quillaja Saponaria", JOURNAL OF SEPARATION SCIENCE, vol. 44, no. 16, 1 August 2021 (2021-08-01), DE, pages 3070 - 3079, XP055909866, ISSN: 1615-9306, Retrieved from the Internet <URL:https://onlinelibrary.wiley.com/doi/full-xml/10.1002/jssc.202100115> DOI: 10.1002/jssc.202100115 *
LECAS LUCILE ET AL: "Supporting information for the article: Off-line two-dimensional liquid chromatography separation for the quality control of saponins samples from Quillaja Saponaria", JOURNAL OF SEPARATION SCIENCE, SUPPORTING INFORMATION, VOL. 44, NO. 16, 1 August 2021 (2021-08-01), pages 1 - 4, XP055909878, Retrieved from the Internet <URL:https://analyticalsciencejournals.onlinelibrary.wiley.com/action/downloadSupplement?doi=10.1002%2Fjssc.202100115&file=jssc7332-sup-0001-FigureS1-S4.docx> [retrieved on 20220406], DOI: 10.1002/jssc.202100115 *
SHIN KYUNG-CHUL ET AL: "Improved production of deglucosylated platycodin D from saponins from balloon flower leaf by a food-grade enzyme using high hydrostatic pressure", HELIYON, vol. 7, no. 10, E08104, 1 October 2021 (2021-10-01), GB, pages 1 - 8, XP055909976, ISSN: 2405-8440, DOI: 10.1016/j.heliyon.2021.e08104 *

Also Published As

Publication number Publication date
JP2023553904A (ja) 2023-12-26
CL2023001630A1 (es) 2023-12-22
MX2023006769A (es) 2023-08-18
WO2022122830A2 (fr) 2022-06-16
CA3203278A1 (fr) 2022-06-16
US20240026407A1 (en) 2024-01-25
EP4259814A2 (fr) 2023-10-18

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